“With DropSend, we found the best way to get people to upgrade is by offering them a coupon. By upgrading before a specific date, they would save anywhere between 10% – 100% of the first month.”
– Ryan Carson, CEO of Carsonified (Source)

“My advice for those of you building web apps based on monthly subscriptions: have a plan for getting people off of the low-paying plans. Or maybe don’t offer a low-paying plan at all.”
– Ryan Carson, CEO of Carsonified (Source)

Rescuetime is smart to have a free plan (heavily promoted) but also include plenty of business options. The big red sign up button is a plus.

Zendesk has a very clear graph. Showing an increase in size and explaining the features.

FreshBooks adds some clever plan names like “Time Machine” and “Limousine” to the mix. They win at clearly denoting that you can sign up for a free account. Big buttons rule.

Feel free to post any links to interesting pricing screens you have seen.

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The Wufoo signup page is awesome. The plan names are by far the most clever of all these samples. The Basecamp signup page feels like it is shouting at me, which is surprising considering how “simple” their apps are.

Also check out the signup page for Intervals. They do a good job at differentiating each plan when you mouse over them.